methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylate

• ChemBase编号: 170127
• 分子式: C22H22O12
• 平均质量: 478.40288
• 单一同位素质量: 478.11112614
• SMILES: c1c2c(ccc1O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)ccc(=O)o2
• Canonical SMILES: COC(=O)[C@H]1O[C@H](Oc2ccc3c(c2)oc(=O)cc3)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H22O12/c1-10(23)29-17-18(30-11(2)24)20(31-12(3)25)22(34-19(17)21(27)28-4)32-14-7-5-13-6-8-16(26)33-15(13)9-14/h5-9,17-20,22H,1-4H3/t17-,18-,19-,20+,22+/m1/s1
• InChIKey: GREJSCHGTQAQIT-YHZBMZHBSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylate
• IUPAC传统名: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-[(2-oxochromen-7-yl)oxy]oxane-2-carboxylate
• 别名: 2-Oxo-2H-1-benzopyran-7-yl-β-D-glucopyranosiduronic Acid Methyl Ester Triacetate; 7-Hydroxy Coumarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

登记号

• CAS号: 168286-97-3
• PubChem SID: 164226037
• PubChem CID: 71748816

理论计算性质

• 质子受体: 7
• 质子供体: 0
• LogD (pH = 5.5): 1.001271
• LogD (pH = 7.4): 1.001271
• Log P: 1.001271
• 摩尔折射率: 107.7649 cm^3
• 极化性: 43.67143 Å^3
• 极化表面积: 149.96 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol

详细说明

Toronto Research Chemicals - H924895

Coumarin derivative. Used in the preparation of Hydroxy Coumarin β-D-Glucuronide, a useful pharmacokinetic standard in metabolic studies.

参考文献

• Blankson, E., et al.: Biochem. Pharmacol., 42, 1241 (1991)
• Mead, J. et al.: Biochem. J. 61, 569 (1955)